Cheap Flights to Key West from $41

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How Much Does it Cost To Fly To Key West?

The cheapest prices found with in the last 7 days for return flights were $78 and $41 for one-way flights to Key West for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
TPAKey WestDecember 19 to December 25$82
SWFKey WestDecember 13 to January 6$224
EWRKey WestOctober 27 to October 31$344
ATLKey WestDecember 21 to December 28$349
DTWKey WestNovember 24 to December 1$353
BWIKey WestNovember 17 to November 21$354
ORDKey WestNovember 27 to December 4$359
BOSKey WestDecember 12 to December 15$377
PHLKey WestOctober 28 to November 4$500
CLTKey WestOctober 30 to November 3$580
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PIEKey WestOctober 3 to October 7$86
BWIKey WestOctober 2 to October 9$378
BOSKey WestOctober 3 to October 5$422
EWRKey WestOctober 3 to October 10$433
EWRKey WestOctober 3 to October 10$433
DTWKey WestOctober 3 to October 10$459
ORDKey WestOctober 3 to October 7$471
PHLKey WestOctober 2 to October 5$527
ATLKey WestOctober 2 to October 9$637
CLTKey WestOctober 3 to October 4$654
*Prices include taxes and fees

Key West Flight Information

Traveling to
Key West
Lowest Price
$78
Number of Airlines Serving
Airlines Serving
Breeze Airways, Allegiant Air
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Key West Accommodation Deals

Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
$155 nightly
The price is $174 total per night from Sep 27 to Sep 28
$174 total
Sep 27 - Sep 28
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,385 reviews)
"Rooms were clean and beds were very comfortable. All staff were friendly and helpful. This was our 4 th stay here and we will stay here again"

Reviewed on Sep 23, 2026

Opens in a new windowSouthwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
$101 nightly
The price is $114 total per night from Sep 27 to Sep 28
$114 total
Sep 27 - Sep 28
Total with taxes and fees
Stay at this hostel in Key West. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Opens in a new windowSeashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$128 nightly
The price is $142 total per night from Oct 5 to Oct 6
$142 total
Oct 5 - Oct 6
Total with taxes and fees
Stay at this B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.6/10 Exceptional! (1,102 reviews)
"Love the Duval House! Beautiful and lush tropical property with pool, very friendly staff, excellent continental breakfast in a great location."

Reviewed on Sep 24, 2026

Opens in a new windowDuval House
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Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd Key West FL
$152 nightly
The price is $171 total per night from Oct 1 to Oct 2
$171 total
Oct 1 - Oct 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Opens in a new windowHampton Inn Key West FL
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Our Top Key West with Airport Shuttles

Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd Key West FL
$152 nightly
The price is $171 total per night from Oct 1 to Oct 2
$171 total
Oct 1 - Oct 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Opens in a new windowHampton Inn Key West FL
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
$149 nightly
The price is $168 total per night from Oct 1 to Oct 2
$168 total
Oct 1 - Oct 2
Total with taxes and fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,107 reviews)
"Amazing time"

Reviewed on Sep 25, 2026

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
The Garden House

The Garden House

3 out of 5
329 Elizabeth Street Key West FL
$107 nightly
The price is $117 total per night from Sep 28 to Sep 29
$117 total
Sep 28 - Sep 29
Total with taxes and fees
Stay at this B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowThe Garden House
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Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
$185 nightly
The price is $208 total per night from Sep 27 to Sep 28
$208 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
Opens in a new windowBeachside Resort & Residences
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Hotels in Key West

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
$172 nightly
The price is $193 total per night from Sep 27 to Sep 28
$193 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,811 reviews)
"Nice and comfortable"

Reviewed on Sep 20, 2026

Opens in a new windowHilton Key West Resort & Marina
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
200 William Street Key West FL
$263 nightly
The price is $296 total per night from Oct 5 to Oct 6
$296 total
Oct 5 - Oct 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the helpful ...
Opens in a new windowThe Marker Key West Harbor Resort
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
$296 nightly
The price is $333 total per night from Sep 30 to Oct 1
$333 total
Sep 30 - Oct 1
Total with taxes and fees
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$229 nightly
The price is $258 total per night from Sep 28 to Sep 29
$258 total
Sep 28 - Sep 29
Total with taxes and fees
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Opens in a new windowSouthernmost Beach Resort and Guesthouses
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Key West

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$229 nightly
The price is $258 total per night from Sep 28 to Sep 29
$258 total
Sep 28 - Sep 29
Total with taxes and fees
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Opens in a new windowSouthernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West
Great for families

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$168 nightly
The price is $189 total per night from Sep 27 to Sep 28
$189 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Opens in a new windowBlue Flamingo Resort Key West
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
$172 nightly
The price is $193 total per night from Sep 27 to Sep 28
$193 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,811 reviews)
"Nice and comfortable"

Reviewed on Sep 20, 2026

Opens in a new windowHilton Key West Resort & Marina
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Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

3.5 out of 5
3852 North Roosevelt Boulevard Key West FL
$150 nightly
The price is $169 total per night from Oct 1 to Oct 2
$169 total
Oct 1 - Oct 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the pool ...
Opens in a new windowFairfield by Marriott Inn & Suites Key West at The Keys Collection
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best Key West Flight and Hotel Packages

Key West flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Heron House - Adult Only
The Key West Hotel
Sky Suites Retreat by Brightwild 2 Stunning Condos
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See all available trips from Boston to Key West
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Key West flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
The Key West Hotel
Springtide House by Brightwild Waterfront Pool
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
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See all available trips from Boston to Key West
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 17 hours. Prices and availability subject to change. Additional terms may apply.

Flights To Key West

Pristine coral reefs, fiery sunsets (and sunrises!), and miles of endless emerald waves—if you’re thinking of Key West flights (EYW), you already know all this beauty is in store. But this tiny island may still amaze you. You’ll find both the expected—glass-bottom kayaks, fresh seafood, hammocks and mai tais—and the unexpected—pirate tours, presidential houses, and Civil War forts. When your plane touches down in paradise, there are no obligations, so journey among the pastel clapboard cottages and discover your next adventure.

Transportation from EYW

Airfare to Key West lands you minutes from the fun. Hotels near Key West International Airport could be your perfect match. Just 4 miles from downtown, you’ll be away from the hustle and bustle but close enough to enjoy the sights. To get in on the action, stay near Duval Street on the western end of the island. Book an airport shuttle ahead of time—or catch a shuttle or taxi when you land—and you’ll be at your hotel before you can say “coconut telegraph.” Car rentals are available at the airport, but depending on where you’re staying, having a vehicle on Key West can be more hassle than helpful. Do as the locals do and rent a bicycle, or just hoof it. At just over seven square miles, with a mile-long downtown, Key West is the epitome of the walkable city. Meander in the footsteps of famous visitors, from Jimmy Buffett to Ernest Hemingway to Harry Truman—two of whom have landmarks named after them (sorry Jimmy, Margaritaville doesn’t count!).

Get Gulfside in Key West

We hope you like seashells, because you’re entering the Conch Republic. In this laissez-faire archipelago, you’re free to be, and do, whatever you desire. Book cheap flights to Key West with Travelocity and get your ticket to tranquility. We also have the best deals on Key West vacation packages—bundle and save today, then start exploring tomorrow.

Explore More Ways to Travel with Travelocity

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.